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1985•Angewandte Chemie International Edition in EnglishRequires access

On the Absolute Configuration of (+)‐Tartaric Acid

Hartmuth Buding, B. DEPPISCH, Hans Musso, Günther Snatzke

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Abstract

A new example of the application of the Bijovet method enabled–unintentionally–conclusions to be drawn about the configuration of (+)-tartaric acid. The (–)-2,3-butanedithiol obtained from (+)-tartaric acid gives a diastereomeric mixture with racemic 1. The chromatographically separated component 2 proved to be a product of (S,S,S,S)-1 and (R,R)-2,3-butanedithiol according to Bijvoet; hence, it follows that (+)-tartaric acid has (R,R)-configuration.

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What this paper is about

A new example of the application of the Bijovet method enabled–unintentionally–conclusions to be drawn about the configuration of (+)-tartaric acid. The (–)-2,3-butanedithiol obtained from (+)-tartaric acid gives a diastereomeric mixture with racemic 1. The chromatographically separated component 2 proved to be a product of (S,S,S,S)-1 and (R,R)-2,3-butanedithiol according to Bijvoet; hence, it follows that (+)-tartaric acid has (R,R)-configuration.

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Available abstract

A new example of the application of the Bijovet method enabled–unintentionally–conclusions to be drawn about the configuration of (+)-tartaric acid. The (–)-2,3-butanedithiol obtained from (+)-tartaric acid gives a diastereomeric mixture with racemic 1. The chromatographically separated component 2 proved to be a product of (S,S,S,S)-1 and (R,R)-2,3-butanedithiol according to Bijvoet; hence, it follows that (+)-tartaric acid has (R,R)-configuration.

Key concepts: Tartaric acid, Absolute configuration, Diastereomer, Chemistry, Stereochemistry, Organic chemistry, Citric acid

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